Pet-friendly vacation rentals in Kissimmee

A spacious living area features a comfortable dark gray sofa and a stylish coffee table, surrounded by neutral decor. A large flat-screen TV is positioned on a modern console against a bright wall, while natural light fills the space through multiple windows.

4.97 out of 5 average rating, 173 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

4.86 out of 5 average rating, 198 reviews

A resort-style pool area features a winding lazy river surrounded by palm trees and lounge chairs. A slide is visible, leading into the refreshing water, which has a depth marker of 3 feet. The vibrant blue inner tubes are arranged alongside the pool for guest use.

Home in Four Corners

Luxury 4 Bdr~Private Pool at Champions Gate

Spacious & Bright Townhome. Two Story 1,914 Square feet townhome includes 4 Bedrooms, 3 Bathrooms, a Private Swimming Pool with outdoor furniture. Enjoy the privacy of the relaxing exterior space, No neighbors view from the backyard. The ideal vacation spot for families and groups. For 10 people. Modern open floor plan, beautifully designed combination living and dining room perfect for entertaining. Fully equipped kitchen, slate appliances, quartz countertop and bar stools.

4.81 out of 5 average rating, 27 reviews

Villa in Kissimmee

Luxury Townhouse Near Disney | 3BR

Enjoy a brand new, beautifully designed townhouse located in the exclusive Magic Village community, just minutes away from Disney Parks. What you’ll love: • Private patio with outdoor furniture • Free Wi-Fi • Fresh towels & linens • Fully equipped kitchen • BBQ grill (no additional fee) • Free parking (no extra cost) The pool, tennis court and fitness center should pay $100 extra fee per group per day. ✨ Book now and enjoy a memorable stay near the magic!

A private pool area features a sparkling blue pool with a connected spa, surrounded by comfortable lounge chairs. A basketball hoop stands at the pool's edge, while palm trees and lush landscaping create a tranquil outdoor environment under clear blue skies.

4.88 out of 5 average rating, 139 reviews

Gorgeous 8BR Encore Resort next to Disney - 7679

**NO CARPET**PETS WELCOME**PET FEE APPLIES** Modern 4000sf luxury home, located at world renowned Encore at Reunion, featuring 8 bedrooms, 6 1/2 baths, game room, private pool and spa. 7 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks and Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Dr attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

4.77 out of 5 average rating, 244 reviews

A private pool area is enclosed by a protective screen, showcasing clear turquoise water. Lush palm trees are visible in the background, providing a tropical ambiance, while the surrounding patio features lounge chairs for relaxation. A spacious outdoor environment invites leisure and enjoyment.

Villa in Kissimmee

Feel the Magic: 9 min Disney • Pool • Pet • Relax

✨ Looking for comfort, privacy, and fun near Disney? Our pet-friendly home is ready to welcome your family — including your furry friend — for amazing days under the Florida sun. Magic Kings House invites you to create magical moments with your loved ones, offering comfort and exclusivity at Windsor Palms, the resort most loved by guests. Every detail has been carefully prepared to make your vacation easy, relaxing, and filled with wonderful memories. 🌴🐶☀️

A spacious outdoor area is presented, showcasing a heated pool surrounded by tropical landscaping. The sky is bright with scattered clouds, and neighboring colorful residences are visible in the background. Lounge chairs are positioned nearby, creating a relaxing environment.

4.89 out of 5 average rating, 75 reviews

Awesome 2 Bed Pool & Spa in Margaritaville

Pristine 2 BEDROOM AMAZING HEATED POOL & SPA HOME. 1st Floor Bed room :) Our island-inspired vacation cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater.

4.92 out of 5 average rating, 129 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Sunridge Woods

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

4.89 out of 5 average rating, 119 reviews

Mi Casita Near Disney/Universal

Welcome to your own private oasis in Kissimmee! Our charming 3-bedroom home boasts a beautiful private pool. Unwind in the serene surroundings while still being just moments away from the excitement of world-class theme parks and entertainment. Enjoy a fully-equipped kitchen, comfortable living areas, and spacious bedrooms for a memorable stay that combines the comforts of home with a sun-soaked Florida experience. Book your escape today!

An inviting private pool area is enclosed with a protective screen, featuring a vibrant pineapple pool float positioned beside the water. Sunlight reflects on the clear blue pool, and the surrounding white fence offers privacy. The spa area is visible in the background.

4.76 out of 5 average rating, 275 reviews

Beautiful 3BR House w/ Private Pool near Disney

🏡 3BR Home w/ Private Fenced Pool & Spa – 🐶 Pet-Friendly (Upon Approval) & 15 Min to Disney! Relax after a fun-filled day at the parks in your private pool & spa in a fully fenced backyard. The entire home is yours—perfect for families and pets (approval required!). 🚗 Prime Location: ⭐ 15 min – Disney Parks & Disney Springs ⭐ 20 min – Universal Studios / Epic Universe, SeaWorld, Convention Center ⭐ 30 min – Orlando Intl Airport (MCO)

A spacious living area features a modern sectional sofa and two blue lounge chairs. A large flat-screen television displays a fireplace design, creating a cozy focal point. Natural light fills the room through window coverings, and a potted plant adds a touch of greenery.

4.92 out of 5 average rating, 242 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

4.84 out of 5 average rating, 116 reviews

Movie Room | Hot Tub | Sunny Pool | Fun House

• 4BR | 3BA | Sleeps 9 – 2 king suites + kids’ bunk room • Private sunny pool & FREE heated hot tub • Movie room with cinema seating, popcorn maker & mini fridge • Games area with pool table for family fun • Two living areas + fully equipped kitchen • Quiet, family-friendly location near Disney & Universal • Close to ChampionsGate golf, shopping & restaurants • 🎁 Complimentary welcome pack on arrival

4.98 out of 5 average rating, 238 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

Popular amenities for Kissimmee pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

4.67 out of 5 average rating, 33 reviews

Your home way from home !

A modern kitchen featuring navy blue cabinetry, equipped with stainless steel appliances and a large island with seating for six. Natural light filters through sheer curtains, illuminating the white countertops and a central potted plant. The dining area is visible in the background, highlighting a spacious wooden table.

4.82 out of 5 average rating, 33 reviews

Windsor Island Resort 5 bdrm paradise w/ pool

An enclosed game room features a full-size ping pong table positioned on tiled flooring. String lights are hung overhead, creating a soft ambiance. Nearby, a seating area with wicker furnishings is complemented by a potted plant, while large windows allow natural light to brighten the space.

4.92 out of 5 average rating, 135 reviews

Hot tub, Pool table, King bed!

5 out of 5 average rating, 10 reviews

Extraordinary luxury villa grill, So fac'g pool120

4.86 out of 5 average rating, 433 reviews

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

OMG! Disney Area, Movie Theater, Game Room & Pool!

An outdoor seating area features a dining table surrounded by teal chairs, inviting relaxation. String lights illuminate the space, which overlooks a swimming pool and lush greenery. A cozy double hammock is positioned nearby, contributing to a peaceful ambiance during sunset.

4.68 out of 5 average rating, 120 reviews

Southwest facing pool! 5 Miles from Disney.

An open-concept living area showcases a modern kitchen with stainless steel appliances and a spacious island. Light streams in through large glass doors, leading to an outdoor space. A comfortable sectional sofa and a coffee table enhance the inviting atmosphere, all set on neutral tiled flooring.

4.91 out of 5 average rating, 11 reviews

Townhome at Disney w/ pool - travel workers

The kitchen and game area feature high ceilings, with natural light flowing through large windows. A modern pool table serves as a focal point, surrounded by a blend of chic cabinetry and stainless steel appliances. A tall plant adds a touch of greenery to the space.

4.81 out of 5 average rating, 52 reviews

Pet-Friendly Heated Pool with Mini Golf Disney

Pet-friendly home rentals with a hot tub

4.85 out of 5 average rating, 284 reviews

A dining area featuring a wooden table set for six, complemented by blue-patterned placemats and white dishware. In the background, a comfortable living space is visible, offering a sectional sofa and a ceiling fan. Large windows provide a view of the private pool.

Townhouse in Kissimmee

6 miles from Disney ! Private pool

5 out of 5 average rating, 15 reviews

The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.

Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW-2

4.93 out of 5 average rating, 138 reviews

A spacious living area features a sectional sofa in deep blue, complemented by two stylish armchairs. A wooden coffee table sits in the center, surrounded by a soft area rug. Natural light fills the room through large windows, enhancing the modern décor.

Villa in Four Corners

House Majestic, Luxury Villa 6b/5b near Disney

4.95 out of 5 average rating, 105 reviews

A cozy in-home movie theatre is showcased, featuring plush reclining chairs arranged in front of a large 150-inch projector screen. Warm lighting reflects off the walls, while elegant curtains frame the screen, creating a comfortable viewing experience.

Home in Four Corners

Luxurious 8 Bedroom 5 Bathroom, Arcade & Theatre

An outdoor dining area features a large, custom-built farmhouse table surrounded by benches. Refreshments and fruit are displayed on the table, with a private pool visible in the background, enclosed by a screened lanai. Lush green grass complements the serene atmosphere.

4.95 out of 5 average rating, 221 reviews

★Completely Renovated★ 3 mi to Disney+Free Resort!

An aerial view captures the expansive resort area, featuring a winding lazy river, a spacious lagoon-style pool, and a children's play area. The surroundings are landscaped with palm trees, while shaded seating and a tiki bar add to the inviting atmosphere.

4.89 out of 5 average rating, 152 reviews

4BD Deluxe nxt to Mickey

4.89 out of 5 average rating, 102 reviews

A private pool and spa area is enclosed by a screen, offering views of a serene sunset through palm trees. The pool features a textured surface and a safety railing, with vibrant water reflecting the evening sky. A lush green lawn surrounds the space, contributing to the tranquil environment.

Villa in Davenport

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

4.86 out of 5 average rating, 264 reviews

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

Condo in Kissimmee

Westgate Vacation Villas - 1 Bedroom

Pet-friendly house rentals

4.92 out of 5 average rating, 79 reviews

Disney Villa, Heated Pool, Jacuzzi & Game Room

5 out of 5 average rating, 19 reviews

Magic Stay near Disney

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.96 out of 5 average rating, 112 reviews

Villa Resort Club

4.87 out of 5 average rating, 106 reviews

30% off long stay 4bd pool home

An open-concept living area features a large sectional sofa in soft gray, arranged around a circular coffee table. A contemporary fireplace is integrated into the wall, providing a focal point. Glass doors lead to the outdoor pool area, enhancing natural light throughout the space.

5 out of 5 average rating, 62 reviews

Luxury Home w/ Pool & 6 Beds near Disney

A private pool area features a crystal-clear pool, complemented by a spa and surrounded by paving stones. Lush palm trees are visible on the sides, and views of the golf course stretch in the background, creating a serene atmosphere for relaxation.

4.87 out of 5 average rating, 78 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

A charming cottage exterior is showcased, featuring pastel colors of pink and blue. A palm tree stands in the front yard, surrounded by lush green landscaping. The driveway is visible, leading up to the entrance of the house beneath a clear blue sky.

4.95 out of 5 average rating, 38 reviews

Island inspired cottage near WDW

A screened-in pool area features a tranquil body of water visible beyond the pool. Comfortable seating is positioned along the edge, allowing for scenic views. The pool is inviting, with clear water reflecting natural light, creating a serene atmosphere.